Ciba-Geigy Corporation

Ciba-Geigy Ag

Herbert Seiler

Gert Hegar

Athanassios Tzikas

Peter Scheibli

Ulrich Horn

Pierre Perrin

Gerald Siegrist

Karl Seitz

Paul Dussy

Emil Bonometti

Ester Hegar-Zimmerman

Rolf Deitz

Rolf Dietz

The invention provides reactive dyes of the formula ##STR1## wherein D is a mono- or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, dioxazine or stilbene dye which contains sulfo groups, R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.2 is hydrogen, methyl or ethyl, X is a radical of the formula --SO.sub.2 CH.sub.2 CH.sub.2 Cl, --SO.sub.2 CH.dbd.CH.sub.2, --SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H, --SO.sub.2 CH.sub.2 CH.sub.2 OPO.sub.3 H or --N(R.sub.3)SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H, and R.sub.3 is hydrogen, methyl or ethyl, and the benzene or naphthalene radical is not further substituted or is further substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, hydroxyl, carboxyl or sulfo; the dyes are suitable for dyeing and printing a variety of materials especially cellulosic materials; they are distinguished by high reactivity and produce dyeings having good wet- and lightfastness properties; they have also good fixation properties and produce dyeings of notably high tinctorial strength.

Reactive dyes containing fluorotriazine and vinylsulfonyl radicals

Novel reactive dyes of formula ##STR1## wherein Z is a radical of formula ##STR2## and R.sub.1, R.sub.2, R.sub.3, (R.sub.4).sub.2-3, (R.sub.5).sub.1-3, R.sub.7 and (R.sub.8).sub.1-3 are as defined in claim 1, give intense red dyeings and prints of good fastness properties on cellulosic fibres.

Reactive azo dyes

Reactive dyes of the formula ##STR1## in which Y is hydrogen or sulfo, U is --CN, --CONH.sub.2, --SO.sub.3 H, --OH or --OSO.sub.3 H, D is a phenyl or naphthyl radical, which can be substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, carboxyl and sulfo, and which contains at least one reactive radical bound direclty or via a bridge member to a ring carbon atom, or to which a further radical is bound which contains a reactive radical, and u is the number 2, 3, 4 or 5, are suitable in particular for the dyeing or printing of cellulose-containing fiber materials by the exhaust method or by the continuous method and product in combination with a high colorisitc yield dyeings and prints which have good fastness properties.

Reactive dyes containing the 2-(cyano, carbonamido, sulfo-, hydroxy- or

Fibre-reactive dyes of the formula ##STR1## wherein X is an alkyl or alkoxy group of 1 to 4 carbon atoms, a carboxy group or a halogen atom, each of R.sub.1 and R.sub.2 is independently a hydrogen atom or an alkyl group of 1 to 4 carbon atoms and D is the radical of an organic dye which contains sulpho groups, and the benzene ring A can contain further substituents apart from X and SO.sub.3 H.

Azo dye of the pyridone series containing a fluoro-s-triazinyl

A fibre-reactive azo dyestuff of the formula ##STR1## in which X is alkyl or alkoxy with 1 to 4 carbon atoms, carboxyl or halogen, n is 1, 2 or 3, m is 0 or 1, p is 0 or 1 and q is 0 or 1 and the benzene or naphthalene rings A, B and B' can contain further substituents in addition to SO.sub.3 H groups. The dyestuffs of the invention are suitable inter alia, for dyeing and printing silk, leather, wool, high molecular weight polyamide fibres and high molecular weight polyurethanes, but especially cellulose-containing materials having a fibrous structure.

Fibre-reactive azo dyes containing a monofluororotriazine group

Azo dyes of the formula ##STR1## wherein D is a disulfonaphthyl-(2) residue, K is a naphtalene or benzene residue, R is hydrogen, and X is hydrogen, are especially suitable for dyeing of cellulosic materials of fibrous structure, they have a good exhaustion capacity and excellent dye fixation.

Fiber-reactive fluoro-triazine containing dyestuff

A fibre-reactive dye of the formula ##STR1## in which R.sub.1 is hydrogen, halogen, C.sub.1-14 -alkyl, C.sub.1-4 -alkoxy, nitro or carboxyl;

Fibre-reaction disazo dyes with a bi-reaction moiety comprising a

A process for the preparation of reactive dyes of the formula ##STR1## in which D, R and Z are as defined in greater detail in the description, which comprises subjecting 2,4,6-trifluoro-s-triazine to a condensation reaction in a strongly acid solution and in the presence of an alkali metal fluoride with an amine of the formula

Process for the preparation of fluorotriazine using alkali metal

Dyes of the formula ##STR1## wherein D is the radical of an organic dye, R.sub.1 is hydrogen or methyl, R.sub.2 is alkyl of 2 to 4 carbon atoms, and X is hydrogen or methyl.

Fibre-reactive, fluoro-triazine containing dyestuffs

Reactive dyes of the formula ##STR1## in which D is the radical of an organic dye of the monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthrone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, R is hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl, X is a substituent which is detachable as an anion, B is a radical of the formula ##STR2## R.sub.1 and R.sub.2, independently of each other, are hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl or phenyl, A is a substituted or unsubstituted aliphatic or aromatic bridge member, Y is a --CO--Z or --SO.sub.2 --Z radical, Z is an aliphatic, aromatic or heterocyclic reactive radical, and n is 1 or 2, are suitable for dyeing or printing cellulose-containing and nitrogen-containing materials and in high dyeing yield produce dyeings and prints having good fastness properties.

Triazinyl reactive dyestuffs in which triazinyl group is further

A reactive dye of the formula ##STR1## in which: F is a radical selected from the group consisting of metal-free or metal-containing monoazo or disazo dyes containing at least one --SO.sub.3 H group, anthraquinone dyes, sulfophthalocyanine dyes, formazan dyes, phenazine dyes, oxazine dyes and nitroaryl dyes,

Reactive dyestuffs comprising a triazine moiety and a vinylsulfonyl

The invention relates to reactive dyes of the formula ##STR1## wherein D is the radical of a dye of the monoazo or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, each of R.sub.1 and R.sub.2 independently is hydrogen or an unsubstituted or substituted C.sub.1 -C.sub.4 alkyl radical, X.sub.1 is an unsubstituted or substituted aminofluoro-s-triazine radical, and X.sub.2 is a heterocyclic reactive radical which is attached direct to the radical D through the --N(R.sub.2) bridge member, excepting an unsubstituted or substituted aminofluoro-s-triazine. These dyes are particularly suitable for dyeing and printing cellulosic fibre material by the cold pad-batch method and give dyeings and prints of good fastness properties and high tinctorial strength.

Reactive dyes, process for their preparation and use thereof

A process for the preparation of dyes of the formula ##STR1## in which D is a dye radical and R.sub.1 and R.sub.2 independently of one another is hydrogen or C.sub.1-4 -alkyl, which comprises reacting cyanuric fluoride of the formula ##STR2## simultaneously with a dye of the formula ##STR3## and with an ammonium salt of an amine of the formula

Process for the preparation of amino-fluoro-s-triazine dyes by reaction

The invention relates to novel reactive dyes of the formula ##STR1## wherein Z is --NH.sub.2, C.sub.1 -C.sub.6 alkylamino, N,N--di(C.sub.1 -C.sub.6)alkylamino, cyclohexylamino, N--(C.sub.1 -C.sub.6)alkyl-N-cyclohexylamino, N,N-dicyclohexylamino, phenyl(C.sub.1 -C.sub.2)alkylamino, N--(C.sub.2 -C.sub.4)alkyl-N-phenylamino, naphthylamino, a heterocyclic radical which is bound through an amino group and which may contain further fused carbocyclic rings, or a radical which is bound through the nitrogen atom of an N-heterocyclic ring and which may contain further hetero-atoms, and wherein the alkyl and cyclohexyl moieties, phenyl and naphthyl rings and heterocyclic radicals may be further substituted, and one Y is hydrogen and the other is sulfo. Strong red dyeings and prints are obtained with these dyes on cellulose fibres.

Reactive mono-azo dyes and the preparation and use thereof

Dyes of formula ##STR1## wherein D is the radical of a formazane dye of formula ##STR2## X is a group which is capable of complex formation, Z is a --NH.sub.2 group, a substituted or unsubstituted aliphatic or aromatic amino group, n is 1 or 2 and m is an integer from 2 to 5, and the benzene rings A, B and C can contain further substituents in addition to the --SO.sub.3 H groups and the radicals of formula ##STR3##

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Riehen, Switzerland

Herbert Seiler